Real Estate Insiders Unfiltered
Real Estate Insiders Unfiltered is a podcast that openly discusses the challenges and opportunities in the real estate industry. Hosted by James Dwiggins and Keith Robinson, it features conversations with industry leaders and influencers about trends, strategies, and tactics for building a successful real estate business. The podcast aims to help real estate professionals grow their businesses through expert insights and practical advice.
Episodes
Elevating the Industry: A Conversation with Jason Haber
Can a new trade association actually change the real estate industry? James Dwiggins sits down with Jason Haber, co-founder and president of the American Real Estate Association, to discuss why ARA was created, its rapid growth, and its mission to elevate the industry. Jason opens up about challenging NAR, building an organization from the ground up, expanding into advocacy and lobbying, and why
Agent Series 51: Don't Let AI Replace Human Connection
AI can make real estate agents more efficient, but it can't replace the one thing clients actually need from you: human connection. James Dwiggins sits down with human connection keynote speaker, author, and longtime real estate professional Barb Betts to talk about why relationships remain an agent's greatest competitive advantage. Barb shares the relationship-first strategy behind her seven-figu
Deportation and Immigration Policies are Raising Home Prices More than Tariffs
Are tariffs really driving housing costs or is something else having a bigger impact? James Dwiggins sits down with Brad Case, Chief Residential Economist at Homes.com, for an in-depth look at the forces shaping today's housing market. From inflation and mortgage rates to immigration, tariffs, and global conflict, Brad separates headlines from economic reality and explains why consumers may fina
Agent Series 50: This $27M Broker Doesn't Even Use a CRM
Can you build one of the top real estate businesses in the country without a CRM? Jonathan Stein has. After selling a $27 million property, building a top-producing business in New York City, and becoming one of Douglas Elliman's top agents, Jonathan joins James Dwiggins to share why relationships, not software, have always been the foundation of his success. They also discuss luxury real estate,
You're Failing Your Seller If You Skip This Step
Most sellers focus on listing their home, but what if the biggest mistake happens before it ever hits the market? James Dwiggins sits down with Austin Lane, CEO of Notable, to discuss why preparing a home before listing can dramatically increase its value, shorten time on market, and improve the overall selling experience. They also explore consumer expectations, AI, and why agents who skip pre-li
Agent Series 49: Luxury Real Estate Isn't About Price
Luxury isn't defined by the price of the home, it's defined by the experience. James Dwiggins sits down with Ricardo Rodriguez, Principal of Ricardo Rodriguez & Associates with Coldwell Banker and the #1 large team in New England, to discuss what truly separates luxury agents from everyone else. Ricardo shares his incredible journey from arriving in Boston with just $25 and little English to becom
Why Your Listings Aren't Selling
If your listings are sitting on the market, the problem may not be the market. Real estate coach and brokerage leader Mike Bernier joins James Dwiggins to discuss why today's listings aren't selling, how agents can have better pricing conversations with sellers, and the repeatable habits that separate top producers from everyone else. They also dive into fiduciary duty, private listings, and why c
Agent Series 48: Why Private Listings Are Bad for Consumers
Are private listings protecting sellers or protecting profits? James Dwiggins sits down with Chicago's top-producing agent, Matt Laricy, for an unfiltered conversation about private listings, consumer transparency, and the future of the MLS. They tackle one of real estate's most controversial topics, explain why hiding listing information hurts buyers and sellers alike, and discuss what the indust
Stop Chasing Referrals: Build 7 Streams of People
Referrals are great, but they're not a business plan. Marketing strategist Jeff Lobb joins James Dwiggins to explain why the best agents don't wait for referrals to happen. Instead, they intentionally build multiple communities of people who know, like, and trust them. The conversation also explores AI search, consumer behavior, and why agents who fail to adapt risk becoming the next BlackBerry. L
Agent Series 47: The Luxury Flip Strategy Nobody's Talking About
Most flippers are chasing finishes. Claire and Sam O'Connor are chasing emotion. In this episode, Keith Robinson sits down with the sisters behind O'Connor Estates to discuss how they've built a thriving luxury development business by creating homes that buyers fall in love with, not just homes that look good on paper. They share why thoughtful design consistently beats cookie-cutter renovations,
If It Was Easy, Everybody Would Be Doing It
The real estate market isn't easy right now and that's exactly the point. David Childers, President of Keeping Current Matters, joins Keith Robinson to discuss why difficult markets create the greatest opportunities, what every agent should be communicating to consumers today, and why becoming the local source of knowledge is the fastest path to long-term success. If you're looking for practic
Agent Series 46: Why Your Just Sold Posts Are Killing Your Business
Most Realtors spend their marketing talking to the 5% of people buying or selling today. Marc Davison thinks that's exactly why it isn't working. In this episode, Keith Robinson sits down with the co-founder of 1000WATT to explore why most real estate marketing misses the mark, how storytelling creates memorable brands, and why the agents who stop promoting themselves and start telling better stor
Bright MLS CEO Reveals What's Really Happening
Is the future of the MLS one giant national database or something much smarter? Bright MLS CEO Brian Donnellan joins Keith Robinson to explain why he believes consolidation is necessary, but a single national MLS would be a mistake. They unpack the economics driving mergers, the importance of scale, the Compass partnership everyone was talking about, and why the industry needs to evolve without lo
Agent Series 45: The Boring Secret Every Top Realtor Knows
After interviewing nearly 50 of the top real estate agents in America, one lesson kept coming up over and over again. Success isn't built on hacks. It's built on consistency. In this special episode, James Dwiggins and Keith Robinson become the guests as they unpack the biggest lessons they've learned from six months of conversations with the industry's best. From mastering boring daily habits to
Why Inman's New CEO Is Killing the Media Model
What happens when the CEO of real estate's most recognizable media brand says he's trying to stop being just a media company? In this episode, Keith Robinson sits down with Inman's new CEO, Tom Bohn, to discuss his vision for transforming Inman from a news outlet into an indispensable business platform for real estate professionals. They also dive into AI, leadership, journalism, industry disrup
Agent Series 44: The #1 Negotiation Mistake Realtors Make
The biggest negotiation mistake in real estate has nothing to do with price. It has everything to do with ego. In this episode, James Dwiggins and Keith Robinson sit down with Lisa Lippman, Brown Harris Stevens' top-producing Manhattan broker for 11 consecutive years, to discuss why great negotiators remove their own emotions from the transaction, what luxury real estate is really like, and why hu
The Double Dipping Deals That Are Hurting Consumers
What happens when consumer advocates, real estate researchers, and industry leaders sit down to debate commissions, referral fees, private listings, and market concentration? A conversation that's guaranteed to challenge your assumptions. In this episode, James Dwiggins and Keith Robinson welcome Stephen Brobeck and Wendy Gilch from the Consumer Policy Center to discuss three controversial rep
Agent Series 43: The Niche Every Realtor Avoids (And Shouldn't)
Most agents spend their careers trying to avoid difficult transactions. Megan Oh built an entire business around them. In this episode of Real Estate Insiders Unfiltered, James Dwiggins and Keith Robinson sit down with Megan Oh, a Certified Divorce Real Estate Expert (CDRE), to explore one of the most overlooked niches in real estate: helping clients navigate divorce-related property sales. Wh
Realtors Are Losing Public Trust (Here's Why)
Consumers trust real estate agents with some of the biggest financial decisions of their lives. So why is public trust in the industry declining? In this episode, James Dwiggins and Keith Robinson sit down with Samson Properties CEO Donny Samson to discuss the growing credibility problem facing real estate. From private listing networks and industry infighting to confusing rules, lawsuits, and con
Agent Series 42: Realtors Are The Worst Savers
Real estate agents are great at helping clients build wealth. So why are so many terrible at building their own? In this episode, James and Keith sit down with financial advisor, author, and investor Andrew McNair to talk about one of the biggest challenges facing the industry: retirement planning. From commission income and lifestyle inflation to investing, diversification, and financial disc
Washington v. Private Listings: How SB 6091 Will Transform Washington Real Estate
What happens when a state decides private listing networks have gone too far? In this episode, James Dwiggins and Keith Robinson sit down with Washington REALTORS CEO Nathan Gorton and 2026 President Ryan Beckett to break down SB 6091, the new Washington law that's already sending shockwaves through the real estate industry. The conversation dives into why the bill was created, how it impacts priv
Agent Series 41: "My First Addiction Was Achievement"
What happens when relentless ambition becomes its own addiction? In this raw and deeply personal episode, James and Keith sit down with luxury real estate powerhouse Shelton Wilder to discuss the highs and lows that shaped her career and life. Shelton opens up about bankruptcy, sobriety, Shark Tank, entrepreneurship, and the lessons she learned from rebuilding everything from the ground up. She sh
Should IDX Go Away?
What if one of the most important rules in real estate no longer makes sense? In this episode, James Dwiggins and Keith Robinson sit down with Howard Hanna CEO Hoby Hanna for a candid conversation about listing data, MLSs, private listing networks, and the future of IDX. From industry consolidation to broker control and consumer access, Hoby challenges some of the assumptions that have shaped real
Agent Series 40: Real Estate School Doesn't Prepare You For This
Real estate school teaches you how to pass a test. It doesn't teach you how to survive rejection, generate leads, manage emotions, or build an actual business. In this episode, James and Keith sit down with Kate Tofuri and Alli Trowbridge, co-authors of What Real Estate School Didn't Teach You, to unpack the huge gap between getting licensed and becoming successful. From mindset and consistency to
Why Half Your Tech Stack Will Disappear
Most real estate tech companies aren't actually companies. They're features. In this episode, James and Keith sit down with Lone Wolf CEO Matt Fischer to talk about why the current real estate tech stack is fragmented, inefficient, and overdue for consolidation. Coming from outside the industry, Matt shares what shocked him most about residential real estate; and why AI is about to eliminate m
Agent Series 39: Zillow vs. MRED "We're Collateral Damage"
The Zillow vs. MRED fight just went public and agents are stuck in the middle. In this episode, James and Keith sit down with top Chicago broker Tommy Choi, who also serves on the board of MRED, to unpack what's really happening behind the headlines. From private listing networks and Zillow's policy changes to agent branding, MLS consolidation, and the future of listing access, this conversation g
Redfin's Inside Man Reveals What's Really Coming Soon
What's really happening behind the scenes at Redfin, Rocket, and the growing battle over private listings? In this episode of Real Estate Insiders Unfiltered, James Dwiggins and Keith Robinson sit down with Joe Rath, Head of Industry Relations at Rocket and a longtime Redfin leader, for one of the most candid conversations yet about where the industry is heading next. Joe pulls back the curtai
Agent Series 38: He Said "No Responsibility" Is the Secret to Success. Here's Why.
What happens when a former cannabis entrepreneur gets raided by U.S. Marshals… then becomes one of the top real estate team leaders in California? You get one of the wildest origin stories we've ever had on this show. In this episode, James Dwiggins and Keith Robinson sit down with Suneet Agarwal, President of Reside, to unpack how he went from losing everything to building one of the highest-
Your Brokerage Is Shrinking. The Data Proves It.
What happens when your brokerage grows, but your business doesn't? In this episode, James Dwiggins and Keith Robinson sit down with Sean Soderstrom, CEO of Courted, to break down one of the most eye-opening reports in the industry. The data shows a hard truth: many brokerages are losing more production than they're gaining. Even while agent counts go up. From agent movement to recruiting strategie
Agent Series 37: The Brokerage Model That's the Opposite of Everyone Else
What if everything you've been told about running a real estate business is backwards? In this episode, James Dwiggins and Keith Robinson sit down with Chris Watters, CEO of Waters International Realty, to break down a brokerage model that flips the industry on its head. Low splits. High structure. Massive support. Chris shares how his team closes hundreds of deals a year by removing nearly everyt
eXp Just Bought NextHome. Here's What's Next.
This isn't a rumor. It's happening. In this episode, James Dwiggins and Keith Robinson sit down with eXp CEO Leo Pareja to break down one of the biggest moves in real estate right now: eXp acquiring NextHome. From how the deal came together to what it means for agents, franchise owners, and the industry at large; this is a candid, unfiltered conversation straight from the people behind it. They ad
Agent Series 36: Most Brokerages Shouldn't Exist Says Tech CEO
What if the real problem in this industry is how many brokerages exist? In this episode, James and Keith sit down with Jesse Garcia, founder of Maverick Real Estate, to talk about what most people won't say out loud. After building a financial operating system used by brokerages, Jesse got a behind-the-scenes look at how many actually operate and why some probably shouldn't. They break down what a
Private Listings Are Being Weaponized. This CEO Is Calling It Out.
Private listings are one of the most debated topics in real estate right now. But are they innovation or manipulation? In this episode, James and Keith sit down with Robert Palmer, CEO of LPT Realty, to unpack the growing tension around private listings, industry consolidation, and competing worldviews across the market. Robert breaks down why he believes private listings are being "weaponized," w
Agent Series 35: Your Lender Doesn't Want You to Know This Mortgage Hack Exists
What if the best mortgage option for your client isn't a new loan? In this episode, James and Keith sit down with Ryan Thomson, aka "The Assumable Guy", to break down one of the most overlooked opportunities in real estate: assumable mortgages. These loans have been around for decades, but most agents, lenders, and buyers have completely forgotten they exist. Ryan explains how buyers can take over
Agents Are Information Gatekeepers: AI Just Fired You
For years, agents controlled the information. Listings. Data. Access. That job is gone. In this episode, James and Keith sit down with Jerimiah Taylor, CEO of BrokerBot, to talk about what AI is actually changing and what it isn't. Because while AI is making information faster, cheaper, and more accessible than ever… It's also exposing a hard truth: If your value is just access to information, you
Agent Series 34 - NAR's Chief Economist: Mortgage Rates Won't Drop to 3% — Here's Why
Everyone keeps asking the same question: are mortgage rates going back to 3%? According to NAR Chief Economist Dr. Lawrence Yun, don't count on it. In this episode, James and Keith sit down with Dr. Yun to break down what's really happening in the economy; from inflation and national debt to oil prices, global conflict, and consumer confidence. They unpack why rates are likely to stay higher than
60% of Brokerages Don't Trust Their Own Books (And the IRS Is Coming)
What happens when a brokerage doesn't trust its own numbers? In this episode, James Dwiggins and Keith Robinson sit down with Sasha Hryciuk and Tracy Simmons of Loft47 to unpack a quiet but massive issue in real estate: most brokerages don't have accurate or trusted financials. From broken back office systems to duplicate data entry and unreliable reporting, they explain why this problem is more c
Agent Series 33: Your Realtor's Ego Is Costing You $18,000
What if the biggest thing standing between your client and homeownership… is you? In this episode, James Dwiggins and Keith Robinson sit down with Rob Chrane (CEO of Down Payment Resource) and Mosi Gatling (SVP at New American Funding) to expose one of the most overlooked problems in real estate: agents not talking about down payment programs. There are over 2,600 programs available, but most buye
Zillow Pro: 'If You're Already Married, We Stop Offering You Dates'
Zillow Pro is changing how agents manage relationships and most agents don't realize what it means yet. In this episode of Real Estate Insiders Unfiltered, James and Keith sit down with Zillow COO Jun Choo to break down Zillow Pro, My Agent Connection, and how Zillow is rethinking the agent-consumer relationship. The big idea? "If you're already married, we stop offering you dates." Instead of con
Agent Series 32: Your Coach Has Never Sold a House - That's Your Problem
What if the biggest mistake you're making in real estate… is who you're listening to? In this episode, James and Keith sit down with Michael Hellickson, CEO of Club Wealth and one of the highest-producing agents in the country, for a conversation that challenges how agents think about coaching, growth, and success. From becoming the top listing agent in his office at 18 to building one of the top
The Merger That Could Destroy the MLS
What happens when data, technology, and power start consolidating in real estate? In this episode, James and Keith sit down with Pierre Calzadilla, co-founder and CEO of Upfront, to break down one of the biggest shifts happening in the industry right now. From his early days at Trulia to building multiple proptech companies, Pierre shares a unique perspective on how mergers, data control, and AI a
Agent Series 31: "Coming Soons" Could Lead to DOJ Intervention
Are "coming soon" listings putting the real estate industry at risk? In this episode, James Dwiggins and Keith Robinson sit down with Art Carter, CEO of CRMLS, and Ed Zorn, VP and General Counsel, to unpack one of the most heated and misunderstood topics in real estate right now. From "coming soon" listings to private listings, MLS rules, and seller choice, this conversation breaks down what's
Agent Series 30: While Everyone Chases AI, This Agent Wins with the Basics
What if everything agents are worried about right now… doesn't actually matter? In this episode, James and Keith sit down with Danny Brown, a top-producing Los Angeles agent with over 25 years in the business, to break down what actually drives success in real estate. From MLS debates and private listings to luxury real estate and industry shifts, Danny brings a grounded perspective: the agents wh
Your Agent Thinks Their Job Starts After You Find a Home Online
What if the biggest misunderstanding in real estate is when the agent's job actually begins? In this episode, James and Keith sit down with Sheila Reddy, Founder and CEO of Mosaik, to challenge one of the most common assumptions in the industry that agents step in after the home search. Drawing from her experience as a buyer, seller, investor, and operator, Sheila breaks down why the real value of
Who Survives the Real Estate Recession?
Who actually survives when the real estate market slows down? In this episode, James Dwiggins and Keith Robinson sit down with Jack Miller for a wide-ranging conversation about the forces shaping the next phase of residential real estate. Drawing on research analyzing the top 1,000 brokerages, Jack shares what the strongest companies do differently and why market downturns tend to separate durable
Agent Series 29: Selling 5 Homes a Year Isn't a Business
What separates agents who build real businesses from those who stay stuck selling just a few homes each year? In this episode, James and Keith sit down with Lisa Chinatti, broker-owner of Chinatti Realty Group, to unpack the mindset and systems that helped her go from selling a handful of homes per year to closing 82 transactions as a solo agent and eventually building a brokerage with over 100 ag
Agent Series 28: Life Without an MLS - Lessons from Costa Rica
What does real estate actually look like without an MLS? In this episode, James Dwiggins and Keith Robinson sit down with Todd Cutter, broker-owner of 2Costa Rica Real Estate, to explore how real estate works in a country where agents operate without centralized listing data, standardized addresses, or a shared marketplace. Todd shares what it's like building a successful brokerage in Costa Rica,
MLS vs Big Tech: What Happens Next?
What happens when the MLS collides with Big Tech? In this episode, James Dwiggins and Keith Robinson sit down with Amit Kulkarni (formerly Realtor.com and Bright MLS) to unpack the power struggle shaping real estate right now; platforms, MLS organizations, brokerages, and Wall Street-backed players all fighting for leverage. They break down the Compass–Rocket–Redfin move, why data, not just listin
Agent Series 27: Protect the MLS, Protect the Dream with Leigh Brown
What happens when you mix 26 years of experience, private property rights, and zero tolerance for nonsense? You get Leigh Brown unfiltered. In this episode, Leigh dives into the real history of the MLS, why cooperation matters more than ever, and what newer agents are missing about how this industry was built. She breaks down universal cooperation, the danger of fragmentation, and why forgetting o
Will AI Replace Realtors? Flat Fees, UBI & The Future Debate
What happens when a Marine-turned-software-engineer builds a flat-fee MLS company in 36 states… and then says AI might replace most white-collar jobs? You get one of the most philosophical and heated conversations we've had on this show. Jon Minerick, CEO of homecoin.com, joins James and Keith to unpack his a la carte real estate model, why most flat-fee companies fail, and how AI could fundam
Agent Series 26: From Homeless to 100 Deals a Year
What if the secret to 100 transactions a year wasn't online leads… but real relationships? In this raw and surprisingly vulnerable episode, James and Keith sit down with Montrose, Colorado broker Shawn Carroll, a 32-year industry veteran who averages 100 homes a year in a town of just 20,000 people. But this isn't a "systems and funnels" conversation. Shawn shares how he went from sleeping i
NAR's Marketing Chief Reveals the New Strategy for Agents
After years of turbulence, lawsuits, and industry shakeups, the National Association of REALTORS is making a bold marketing reset. In this episode, James and Keith sit down with Bennett Richardson, Chief Marketing & Communications Officer at NAR, to unpack the strategy behind the new "More Than Opening Doors" campaign and what it signals about the future of the REALTOR brand. From rebuilding trust
Get Out of Your Own Way: The Future of Brokerage with Side's Founders
What happens when two founders challenge the entire brokerage model? Guy Gal (Co-Founder & CEO of Side) and Hilary Saunders (Co-Founder & Chief Broker Officer) join James and Keith for a candid conversation about community, consolidation, private listings, and what it actually takes to scale a real estate business in today's market. They unpack: Why consolidation cycles repeat themselves in
Agent Series 25: The Lie That Keeps Agents Broke
Kyle Whissel doesn't just lead one of the top real estate teams in the country—he's redefined what's possible with structure, systems, and relentless clarity. In this episode, James and Keith dive deep with the CEO of Whissel Realty Group (now Whissel Beer Group) to talk about everything from EOS and business operating systems to letting go of control, finding balance, and why agents are already
$18k to Millions: Why You Shouldn't Quit Real Estate
From making $18k his first year to building a real estate empire, Brandon Brittingham pulls zero punches in this brutally honest conversation about business, investing, and the power of mindset. James and Keith go deep with Brandon, CEO, national speaker, and bestselling author on everything from building multiple 8-figure companies under one roof to the hard truths agents need to hear about wealt
Agent Series 24: Stop Chasing Leads: Why 'Boring' Real Estate Wins
Eric Bramlett isn't trying to be the flashiest brokerage in the country, just the best-run. In this episode, James and Keith sit down with the founder of Bramlett Partners to talk about the power of systems, the limits of online leads, and why "boring real estate" might just be the secret to building something scalable, profitable, and sustainable. Eric shares: How he scaled from solo producer t
AI, Robots & Real Estate: Futurist Steve Brown on What's Coming Next
What's the real difference between a smart tool and an intelligent robot? In this special episode, AI futurist and author Steve Brown joins James and Keith to talk about the future of work, real estate, and humanity in an AI-powered world. They cover: Why agents won't be replaced—but do need to evolve The 4 waves of AI (generative, agentic, spatial, physical) The real threat (and opportunity
Agent Series 23: Build Your Real Estate Grit: Systems, Scale & Showing Up
In one of the rawest and most inspiring episodes yet, James and Keith sit down with Jeffery Mcgonigle, co-founder of Power Real Estate Group. From crying in his car to closing 560 deals and leading a 160-agent team, Jeffery shares how grit, structure, and clarity fueled his rise—and why "feelings aren't real" might be your new mantra. They go deep on: The 3-2-1 method that every agent should b
3 Years of ChatGPT: What Most Agents Are Still Missing
Rajeev Sajja, SVP of Digital Marketing & Innovation at Berkshire Hathaway HomeServices Fox & Roach, joins James and Keith for one of the most forward-looking, practical, and real conversations about AI in real estate you'll ever hear. From replacing agents to empowering them, Rajeev explains where AI is actually delivering results today and where the hype still outweighs the help. This episode goe
Agent Series 22: The 'Micro Team' Strategy That Sold 1,000 Homes in 2025
From a Craigslist ad to a 1,000-unit-a-year powerhouse, The Hogan Group's journey is anything but ordinary. In this episode, James and Keith sit down with Mike Hogan (Founder) and Alicia Pittman (Principal Broker & President) to unpack how they've scaled their Virginia-based team to 80 agents across multiple markets without sacrificing culture, accountability, or profitability. They break down:
AI, Lawsuits & MLS Shakeups: 2026 Real Estate Predictions
Every January, James Dwiggins and Keith Robinson go on record and hold themselves accountable. In this annual "Predictions + Report Card" episode, the dynamic duo looks back at what they got right (and wrong) about 2025… and lays out bold predictions for the year ahead. This year's predictions episode covers: What the Compass/Anywhere merger signals for the future of brokerage Why big players
Housing Crisis, Private Listings & The New Realtor.com+ with Damian Eales
Damian Eales, CEO of Realtor.com, joins James and Keith for a no-punches-pulled conversation on the future of the MLS, the dangers of private listings, and why the real estate industry needs to stop the infighting and start serving the consumer. In this episode, Damian unpacks: The housing affordability crisis and why we're running out of first-time buyers How the new Realtor.com+ platform is
Agent Series 21: He Quit Zillow to Build a Real Estate Empire
What happens when a former Zillow exec jumps back into production and builds one of the most successful teams in Northern California—from scratch? You get Colby Culbertson, founder and CEO of Culbertson & Gray Group at eXp. In this episode, James and Keith dive deep with Colby on: How he grew from 6 to 185 agents in 5 years Why he starts every recruiting call trying to talk people out of joini
The Secret 'Gray Market' of Real Estate Inventory
What if "not for sale" didn't mean "not interested"? In this episode, James and Keith sit down with Katie Hill, founder and CEO of Unlisted, a startup turning heads and headlines by unlocking the hidden inventory between "just browsing" and "for sale." Katie's background in direct mail, digital marketing, and startup advising uniquely positioned her to spot a massive opportunity in the market: hom
Agent Series 20: Inside the Rise of Compass: A Founding Agent's Story
NYC real estate is not for the faint of heart. In this episode, James and Keith sit down with Scott Hustis, co-founder of Paradigm Advisory at Compass, to talk about how he built one of New York's top-performing real estate teams; one relationship at a time. Scott shares why he runs his team more like a wealth advisory firm than a brokerage, how he built a repeat-and-referral machine in one of the
Leading with Grit & Grace: Real Talk with FirstTeam's Michele & Lauren
From the U.S. Marine Corps to running one of California's largest brokerages, Michele Harrington's leadership journey is anything but typical. Alongside Lauren Henss, a marketing powerhouse with a Chanel-to-Compass résumé, these two leaders are redefining what it means to build a modern, human-first brokerage. In this episode, James and Keith sit down with Michele (CEO) and Lauren (VP of Marketing
Agent Series 19: Cruise Control Leadership: Matt Delhougne's 950-Deal Blueprint
You can care too much and it can break you. That's one of the many leadership lessons Matt Delhougne shares in this episode. From police officer to running a 70-agent team in St. Louis closing nearly 1,000 deals a year, Matt has seen it all and survived it. James and Keith sit down with the Chief Vision Officer of DRG at eXp to unpack everything from burnout and broker models to MLS politics, Goog
Ask Us Anything: Real Estate, AI, Mistakes & the Future
What happens when you hand the mic to the audience? You get an hour of raw, unfiltered, sometimes hilarious, sometimes profound truth from James and Keith. In this special "Ask Us Anything" episode, we answer your biggest—and weirdest—questions. From the future of AI and Zillow to team building, associations, pricing strategy, personal regrets, and the emotional toll of leadership, no topic is off
Agent Series 18: From Door-to-Door to Real Estate Empire
Cleve Gaddis didn't just build a real estate business, he built a legacy. From selling vacuums door-to-door to creating a trademarked, systemized team model in Atlanta, Cleve's story is packed with practical wisdom, hard-won lessons, and big laughs (yes, he brings a sword). In this episode, James and Keith sit down with Cleve to unpack how he's structured a sellable, scalable real estate business,
How AI Will Transform Real Estate (Faster Than You Think)
You're not going to lose your job to AI. But is someone using AI better than you? That's a different story. In this episode, James and Keith sit down with Biju Ashokan, CEO of Radius Agent, for one of the most thought-provoking AI conversations we've had yet. Biju brings a deep tech background (Carnegie Mellon grad, by the way) and a bold vision for how artificial intelligence will reshape real es
Agent Series 17: Tom Toole's Real Estate Playbook: 500 Deals a Year
There's no magic in real estate, just discipline, standards, and execution. In this episode, James and Keith sit down with East Coast powerhouse Tom Toole to talk about what really drives success in today's market. From building a 50+ agent team to running a hyper-efficient operation with a deep focus on agent development, Tom breaks down exactly how he's scaled, where most team leaders go wrong,
The Future of Real Estate Search: RealScout's AI Playbook
What if you could search for homes the same way you live your life? In this mind-bending episode, James and Keith sit down with Andrew Flachner (Co-Founder & CEO of RealScout) and Anthony Sosso (VP of Engineering) to explore the revolutionary AI product shaking up how agents—and eventually consumers—search for homes. You'll hear how RealScout is flipping the script on property search by: Using n
Agent Series 16: From Cable Repo, Nail Tech to $50 Million Producer in Under Three Years
Scott Poe has lived a few lives—cable box repo man, nail tech, and now one of the fastest-scaling team leaders in real estate. In this outrageous and inspiring episode, James and Keith sit down with Scott to talk about how he built a 50-agent team and a mortgage company in under three years, landed partnerships with Realtor.com and Zillow, and has his sights set on a billion-dollar business. Scott
Inside NAR's Legal Strategy with Jon Waclawski
When lawsuits and legal risk threaten to derail an entire industry, what happens next? In this episode, James and Keith sit down with Jon Waclawski, General Counsel and SVP of Legal at the National Association of REALTORS®, for an unfiltered, inside look at how NAR is rebuilding from the inside out. You'll learn what "de-risking" really means, how governance may change going forward, what's being
Agent Series 15: How Jim Trueblood Built a $750M Brokerage with Leads, Standards & Guts
Jim Trueblood doesn't just run a brokerage—he runs the largest Zillow and Realtor.com partner in Indiana, and he's just getting started. In this episode, James and Keith dig into how Jim scaled from solo agent to leading 225 agents across Indiana and Kentucky, with $750M in production and a bold approach to growth. From tech stack precision to lead gen discipline, Jim shares what it really takes t
Portals, CRMs & AI: The Future of Real Estate with Andrew Wild
Andrew Wild was Zillow's 60th employee. He spent 15 years helping build the portal giant before leading enterprise strategy at Tom Ferry, Final Offer, and now Lofty. In this unfiltered episode, James and Keith sit down with Andrew to unpack what he's learned across every corner of the real estate industry. From the evolution of portals to the rise of agentic AI, Andrew shares sharp, candid insight
Agent Series 14: From Rockstar Agent to Real Estate Influencer
What happens when a top agent goes all-in on content? You get Ricky Carruth. In this episode, James and Keith catch up with one of the most followed real estate influencers online—and unpack exactly how he built his social empire. Ricky shares the full playbook: from cold calls and a weekly email list to millions of views across Threads, Instagram, and Facebook. He opens up about the mindset shi
The Core of Massive Growth and Wealth
Phillip Cantrell, founder of Benchmark Realty (2,000 agents with $5 billion in sales), shares his blueprint for building a massive fee-based brokerage from the ground up, starting with one desk in his living room. A self-professed "98% left brain" analytical thinker, he discusses overcoming a career-crushing failure in 2008, the crucial concept of "the power in the pause," and his philosophical co
Agent Series 13: Cracking the Code on the Client's Lifetime Value
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